1-[2-(3-Benzylamino-2-hydroxy-propoxy)-phenyl]-3-phenyl-propan-1-one

ID: ALA145168

Cas Number: 178691-47-9

PubChem CID: 10715376

Max Phase: Preclinical

Molecular Formula: C25H27NO3

Molecular Weight: 389.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CCc1ccccc1)c1ccccc1OCC(O)CNCc1ccccc1

Standard InChI:  InChI=1S/C25H27NO3/c27-22(18-26-17-21-11-5-2-6-12-21)19-29-25-14-8-7-13-23(25)24(28)16-15-20-9-3-1-4-10-20/h1-14,22,26-27H,15-19H2

Standard InChI Key:  LKPMNSBIUSAYFC-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA145168

   N-Depropyl N-Benzyl Propafenone

2. Alternative Forms:

   

   ALA145168

   1-[2-[3-(Benzylamino)-2-hydroxypropoxy]phenyl]-3-phenylpropan-1-one;hydrochloride

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 389.50

Molecular Weight (Monoisotopic): 389.1991

AlogP: 4.03

#Rotatable Bonds: 11

Polar Surface Area: 58.56

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.57

CX LogP: 4.38

CX LogD: 3.19

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.49

Np Likeness Score: -0.49

References

1. Ecker G, Chiba P, Hitzler M, Schmid D, Visser K, Cordes HP, Csöllei J, Seydel JK, Schaper KJ..  (1996)  Structure-activity relationship studies on benzofuran analogs of propafenone-type modulators of tumor cell multidrug resistance.,  39  (24): [PMID:8941391] [10.1021/jm960384x]

2. Fleischer R, Wiese M..  (2003)  Three-dimensional quantitative structure-activity relationship analysis of propafenone-type multidrug resistance modulators: influence of variable selection on test set predictivity.,  46  (23): [PMID:14584949] [10.1021/jm030876r]

Source

Source(1):

• Scientific Literature